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36754

Sigma-Aldrich

9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F2α

~99% (TLC), 10 mg/mL in methyl acetate

Synonym(s):

U-46619, U46619

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About This Item

Empirical Formula (Hill Notation):
C21H34O4
CAS Number:
56985-40-1
Molecular Weight:
350.49
Beilstein/REAXYS Number:
4267334
MDL number:
MFCD00135238
UNSPSC Code:
12352200

assay

~99% (TLC)

concentration

10 mg/mL in methyl acetate

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCC[C@H](O)\C=C\[C@H]1C2CC(CO2)[C@@H]1C\C=C/CCCC(O)=O

InChI

1S/C21H34O4/c1-2-3-6-9-17(22)12-13-19-18(16-14-20(19)25-15-16)10-7-4-5-8-11-21(23)24/h4,7,12-13,16-20,22H,2-3,5-6,8-11,14-15H2,1H3,(H,23,24)/b7-4-,13-12+/t16?,17-,18-,19+,20?/m0/s1

InChI key

LQANGKSBLPMBTJ-REGKDVDGSA-N

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pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

target_organs

Central nervous system

supp_hazards

EUH066

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

14.0 °F

flash_point_c

-10 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
1360725
1337646
1334407
1145600
382544/1

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Michael E Grassie et al.
The Journal of biological chemistry, 287(43), 36356-36369 (2012-09-06)
Ca(2+) sensitization of smooth muscle contraction depends upon the activities of protein kinases, including Rho-associated kinase, that phosphorylate the myosin phosphatase targeting subunit (MYPT1) at Thr(697) and/or Thr(855) (rat sequence numbering) to inhibit phosphatase activity and increase contractile force. Both
Andrew W Johnson et al.
Hypertension (Dallas, Tex. : 1979), 61(2), 437-442 (2012-12-26)
Angiotensin II (Ang II) is known to promote vascular disease and hypertension in part by formation of cytokines, such as interleukin-6. However, the role of signal transducer and activator of transcription 3 (STAT3) in these processes and Ang II/interleukin-6 signaling
André Erdling et al.
Neuropeptides, 47(2), 85-92 (2013-02-05)
Vasoactive intestinal peptide (VIP) and pituitary adenylate cyclase activating peptide (PACAP)-containing nerves surround cerebral blood vessels. The peptides have potent vasodilator properties via smooth muscle cell receptors and activation of adenylate cyclase. The purpose of this study was to describe
Bin Liu et al.
American journal of physiology. Renal physiology, 305(9), F1315-F1322 (2013-08-30)
This study was to determine whether prostacyclin [prostaglandin I2 (PGI2)] evokes mouse renal vasoconstriction and, if so, the underlying mechanism(s) and how its synthesis via cyclooxygenase-1 (COX-1) influences local vasomotor reaction. Experiments were performed on vessels from C57BL/6 mice and/or
Nitin Puri et al.
Antioxidants & redox signaling, 18(5), 471-480 (2012-08-08)
Hydrogen peroxide (H(2)O(2)), a nonradical oxidant, is employed to ascertain the role of redox mechanisms in regulation of vascular tone. Where both dilation and constriction have been reported, we examined the hypothesis that the ability of H(2)O(2) to effect vasoconstriction
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